C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
C07D 401/06 (2006.01) C07C 211/40 (2006.01) C07C 233/14 (2006.01) C07D 471/04 (2006.01)
Patent
CA 2177044
The present invention relates to a novel enantiospecific process for preparing (S)-1-[2(S)-(1,3-dihydro-1,3-dioxo-isoindo-2-yl)-1-oxo- 3-phenylpropyl]-1,2,3,4-tetrahydro-2-pyridine-carboxylic cid methyl ester (I)which is a usefull intermediate in the preparation of [4S- [4.alpha.,?.alpha.(R*),12b.beta.]]-7-[(1-oxo-2(S)-thio-3-phenylpropyl)amino]-1,2,3,4,6,7,8,12b-octahydro-6-octahydro-6-oxo-pyrido[2,1-a][2[benzazepine-4-carboxylic acid and [4S-[4.alpha., 7.alpha.(R*), 12b.beta.]]-7-[1-oxo-2(S)-acetylthio-3-phenylpropyl)amino]-1,2,3,4,6 7,8,12b-octahydro-6-oxo-pyrido[2,1- a][2]benzazepine-4-carboxylic acid and pharmaceutically acceptable salts thereof which is useful as an inbibitor of enkephalinase and angiotensin converting enzyme and to novel intermediates thereof.
La présente invention concerne un nouveau procédé énantiospécifique pour préparer un ester de méthyle d'acide (S)-1-[2(S)-(1,3-dihydro-1,3-dioxo-isoindo-2-yl)-1-oxo-3-phénylpropyle]-1,2,3,4-tétrahydro-2-pyridine-carboxylique, qui est un intermédiaire utile dans la préparation de l'acide [4S-[4.alpha., 7.alpha.(R*), 12b.beta.]]-7-[(1-oxo-2(S)-thio-3-phénylpropyle)amino]-1,2,3,4,6,7,8,12b-octahydro-6-oxo-pyrido[2,1-a][2]benzazépine-4-carboxylique, et de l'acide [4S-[4.alpha., 7.alpha.(R*), 12b.beta.]]-7-[(1-oxo-2(S)-acétylthio-3-phénylpropyle)amino]-1,2,3,4,6,7,8,12b-octahydro-6-oxopyrido[2,1-a][2]benzazépine-4-carboxylique, et les sels pharmaceutiquement acceptable de ces derniers. Ces produits sont utiles pour inhiber l'enképhalinase et l'enzyme de conversion de l'angiotensine. L'invention traite aussi de nouveaux intermédiaires de ces produits.
Merrell Pharmaceuticals Inc.
Osler Hoskin & Harcourt Llp
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